Woodford Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Woodford

Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Fully refundable
The price is S$241 per night from 2 Nov to 3 Nov
S$241
2 Nov - 3 Nov
includes taxes & fees
Grand Summit Resort, A Vail Resorts Property
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
Fully refundable
The price is S$170 per night from 22 Nov to 23 Nov
S$170
22 Nov - 23 Nov
includes taxes & fees
Hotel Downstreet, an Ascend Collection Hotel
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
Fully refundableReserve now, pay when you stay
The price is S$286 per night from 8 Nov to 9 Nov
S$286
8 Nov - 9 Nov
includes taxes & fees
9.8/10 Exceptional! (708 reviews)
"Incredible staff, wonderful accommodations, food in restaurant was excellent and they fit us in for a busy Friday night dinner when they didn’t really have room. Great fitness center. Right in the heart of Williamstown / Williams College. Beautiful place!"

Reviewed on 31 Oct, 2026

The Williams Inn
See all 1,884 properties in Woodford
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Woodford attractions

Prospect Mountain Cross-Country Ski Center

9.0/10 (28 reviews)
Hit the slopes in Woodford with a visit to Prospect Mountain Cross-Country Ski Center. In the area, take in the festivals and mountain views.
See properties

Frequently asked questions

How much does a Woodford holiday package cost?
Get ready to book, because a getaway to Woodford starts from an enticing . When you combine your hotels, flights and car rentals into a travel package, you'll enjoy the best bargains.
How do I get a cheap travel package to Woodford?
Just think of all the wonderful things you could do in Woodford with a wad of extra cash in your wallet. Watch your savings stack up when you bundle your travel bookings into a Woodford holiday package. You have loads of choice when it comes to booking with Expedia too. In fact, you can select from more than 550 airlines and 1,000,000 properties across the globe. Whether you're taking a break with the whole family or flying solo, planning a getaway to Woodford is better with a package.
Where should I stay in Woodford?
With so much to explore in Woodford, we recommend you lock in a hotel close to its attractions. Prospect Mountain Cross-Country Ski Centre, Woodford State Park and Prospect Mountain Nordic Ski Centre are some interesting ones to add to your to-do list.
What are the top hotels in Woodford?
Great Place To Get Away And Have Clean Fresh Air Surround You and Perfect For A Peaceful Get Away In Clean Fresh Vermont Air are among the most popular properties in Woodford. Why not look up the facilities and amenities at each and then decide?
How far in advance should I book my Woodford holiday?
Reward yourself with the biggest variety at the lowest prices by booking your Woodford adventure early. Air carriers generally sell tickets around 12 months before departure, so start locking things in ASAP. That being said, Expedia is constantly working to give you the best bargains around, so there's never a bad time to book your dream holiday!
What does an Expedia Woodford travel package include?
Car rentals, hotels and flights — we bring you the very best deals. All you have to do is pick and choose your favourite combination. Once you've made your booking, you can add on the fun stuff like day tours and sightseeing activities. Our travel packages make it simple to customize an awesome Woodford holiday.
What should I know before booking a Woodford travel package?
A travel package can be tailored to your budget and is a great way to make your budget go further. How much you include is completely up to you. Hotels, rental cars and flights — come up with a combination that works with your plans.
Can I choose my airline with a Woodford Expedia holiday package?
Yes, and with more than 550 airlines to choose from all over the world, you're spoiled for choice. Scroll through the available options and find out which airline suits your budget and needs.
If I'm not able to travel, can I cancel my Woodford holiday package?
You can. We realise even the best-laid plans can fail, so we're happy to help if you need to make changes to your Woodford holiday package. You may be able to cancel or change your itinerary for free if you've booked within 24 hours. Your hotel, airline or car rental company may charge you a fee if you booked more than 24 hours ago. Look up our Customer Service Portal for more information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.